Tag Archives: personal-finance

Paying Off Your Home Isn’t the Windfall You Expect

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I was talking to a friend the other day who was excited about the rise in disposable income they expected when they were retired and “the house is paid off.”  If you also think your cost of housing will drop dramatically in retirement you may want to think again…

The Hidden Costs After Paying Off the Mortgage

Most of us assume that once the mortgage is gone, our monthly expenses will magically shrink. After all, housing is one of the biggest budget items, right?  But here’s the catch: even with a paid-off house, housing costs don’t disappear.  In fact, they continue to rise, and, recently, they have been rising fast.

Breaking Down Housing Costs

Here’s a rough breakdown of how the typical housing cost can be divided:

  • 1/3 Property taxes and insurance (variable)
  • 1/3 Principal and interest (fixed — if you have a mortgage)
  • 1/3 Utilities and maintenance (variable)

Once the principal and interest are gone, you’re still left with the other two-thirds — and unfortunately, they don’t stay steady just because the mortgage is gone.

Our Reality Check

When I was facing my early retirement date, we decided to pay off our mortgage a bit early rather than putting that money into the market.  There are good arguments for both sides, but for us the emotional impact of cash flow cushion was worth the impact on our investments and potential gains.  Mathematically it might not have been the right call, but for us it was.  Five years after paying off our mortgage, though, we assumed our cost of housing would have dropped significantly.  Instead, we have watched our housing expenses climb right back up to where they were before we were “debt-free.”

Here’s how it played out for us:

  • Our monthly housing cost (before mortgage payoff): $2,200
  • Five years after mortgage payoff, our monthly housing costs:
    • Property taxes: $600 (up from $400 just five years ago)
    • Insurance: $300 (used to be $150)
    • Utilities: $700 (energy, water, and other utility rates have all climbed significantly with inflation)
    • Maintenance/repairs: $600 (insurance deductible for replacing a roof, routine HVAC work, minor plumbing issues)
  • New monthly total: $2,200

That’s right — the same as before.  In only five years increasing costs have already eaten up the savings from no longer making principal and interest payments.  And the “cost to carry” is a number that will continue to go up (and up and up…).

Why Renting Might Make More Sense

This is why we can now rent a two-bedroom apartment in downtown Omaha for less than it costs to live in our fully paid-off house in suburban Dallas.  And this example doesn’t even get into the opportunity cost of having a big chunk of our net worth tied up in a home instead of being invested for growth! 

Here’s the mental shift:

Renting tells you the maximum you’ll have to pay. Owning tells you the minimum. The surprises? They’re on you.

And if you’re trying to control your retirement budget, predictability might be worth more than equity.

The Takeaway

Homeownership can be a path to wealth and stability.  But in retirement, your needs and priorities shift. Less maintenance, more flexibility, cost predictability, etc.

So before you assume that a paid-off house is your golden ticket to easy street, take a hard look at your actual expenses and think about how they will grow in the future.  It might be time to rethink what “home” means in the next phase of life.

How Can Public School Teachers Retire?

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Many of my peers in public education are financially, intellectually, and emotionally unprepared for retirement.  They are in their 40s, 50s, and even 60s, yet many have not built substantial independent retirement savings. Instead, they are relying almost entirely on their state pension systems to support them for the rest of their lives.

Personally, I will be grateful for my pension when I qualify, but I don’t fully trust state governments to protect my long-term financial future. In Texas, for example, teacher pensions have no automatic cost-of-living adjustment (COLA). That means inflation rapidly attacks the value of your pension every single year.  A pension that feels comfortable today may feel very different 15 or 20 years into retirement.  Just think about living, today, on a percentage of what you earned 20 years ago.  Yikes!

That’s why I believe teachers need to think beyond simply “earning a pension.” If you want options, flexibility, and the ability to live a rich and meaningful life later on, you need a strategy to take care of yourself independently.

One possible “catch-up” strategy is surprisingly simple:

Stop teaching in public schools.

No, seriously.

I understand the inertia. Staying in a system you know is emotionally comfortable. Many teachers also feel a deep sense of responsibility to public education and the students they serve. And honestly, our public schools desperately need experienced, high-quality educators.

But financially?

The math can become very compelling once you become pension eligible.

The Power of “Double Dipping”

Many public school teachers reach a point where they qualify for full retirement benefits under systems like Teacher Retirement System of Texas through the “Rule of 80”: where they are eligible to retire when their years of service and age add up to at least 80.

For example:

  • Age: 55
  • Years of service: 25
  • Salary: approximately $80,000

Under the Texas pension formula, the annual pension would be roughly:

P=0.023×(Years of Service)×(Average of Highest 5 Years)

In this example, that works out to approximately:

0.023×25×78,000≈44,850

or about $45,000 per year for life.

Now here’s where things get interesting.  Suppose that teacher retires immediately and takes a second full-time job at a private school, small college, educational company, or nonprofit making $60,000 per year.

Suddenly, their income becomes:

Income SourceApproximate Amount
Pension$45,000
Second Career$60,000
Total$105,000

Even assuming that the teacher takes a paycut to move into a different position, that teacher just increased their effective income from $80,000 to over $100,000 per year. 

Immediately.

“But Won’t My Pension Be Bigger If I Stay?”

Sure.  Every additional year worked increases the pension. In our example, staying one more year might increase the annual pension by roughly $2,000 per year for life.

At first glance, that sounds compelling.

But here’s the catch:

To earn that extra future pension income, the teacher gave up:

  • one full year of pension payments now (~$45,000)
  • plus the higher combined income available through a second career

In this example, staying another year in public education means choosing:

OptionAnnual Income
Continue teaching$80,000
Retire + second career$105,000

So the teacher effectively gives up about $25,000 today in exchange for increasing future pension income by about $2,000 per year later.

That creates roughly a 12-year payback period after retirement before the decision to stay actually “wins” financially.  That doesn’t make staying wrong. but it does mean the decision deserves deeper analysis than many teachers give it.

Another major factor that has changed recently is the repeal of the Windfall Elimination Provision (WEP) and Government Pension Offset (GPO). For decades, many public school educators were discouraged from pursuing Social Security-covered work because those rules could dramatically reduce or even eliminate the Social Security benefits they had earned through other employment. With those provisions now repealed, a teacher who retires from a public pension system and then works in a private school, college, nonprofit, or corporate setting may also significantly increase their future Social Security Administration Social Security benefits.

That doesn’t just offset potential pension increases.  It also creates an additional retirement income stream beyond the pension and personal investments. More importantly, unlike many teacher pensions, Social Security includes annual cost-of-living adjustments (COLAs), helping protect purchasing power against inflation over time. For many educators, this creates a much more diversified and resilient retirement strategy: pension income, Social Security income, and personal investments all working together instead of relying almost entirely on a single state pension system.

The Emotional Side of Retirement

For many educators, the biggest challenge is not math.

It’s identity.

Teaching becomes who we are. The routines, the calendar, the mission, the relationships, the feeling of being needed.  Those things can be hard to walk away from and many teachers subconsciously assume retirement means “stopping work entirely.” 

But for many educators, a better model may be to retire from the pension system, but continue meaningful work elsewhere to reduce stress, regain flexibility, and dramatically increase savings potential.  Some people even use geographic arbitrage by moving to another state, working long enough to vest in a second pension system, on top of double dipping.

The Real Opportunity

Of course, this strategy only really helps if the increased income is used intentionally.

If you simply inflate your lifestyle, buy more stuff, and spend every extra dollar, you may still end up financially stressed later on. The better option?

Use the increased income to rapidly build investments and make up for years of low retirement contributions. A teacher who suddenly increases their household income by at least $20,000–$30,000 per year and consistently invests the difference can radically transform their long-term financial picture.

The pension becomes a foundation rather than the entire plan. And that creates something many educators desperately need:

Options.

Smaller is Better Continued (State Parks)

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We recently spent a day at Huntington Beach State Park, and it reminded us of something we don’t think gets talked about enough. We have always loved national parks, and if a place earns that designation it is almost always worth visiting. But on this trip, we were reminded that state parks often offer many of the same benefits with fewer crowds, lower costs, and a more relaxed experience.

First Impressions

Huntington Beach sat just south of Myrtle Beach and felt like a completely different world almost as soon as we entered. There were no long lines or chaotic parking lots, just a simple gate and a modest entrance fee. It cost $8 per person to get in, which immediately felt like a bargain compared to most attractions in the area.

Variety in a Small Space

What stood out was how much variety the park packed into a relatively small space. In one visit, we walked along a wide, uncrowded beach, explored marsh boardwalks, and hiked through maritime forest. The transitions between these environments happened quickly, which made the experience feel dynamic without requiring multiple days of planning or driving.

Wildlife Highlights

The wildlife ended up being one of the biggest highlights. Huntington Beach is known for birding, but the most memorable encounters for us were the alligators. We saw dozens in the freshwater ponds and marsh areas, sometimes just off the trail. (We also learned that crouching down for pictures is not recommended.) Being that close to wildlife was both fascinating and a little humbling. Along the way we also saw herons, egrets, pelicans, and more turtles than we could count. By the end of the visit, it felt less like a park and more like a living ecosystem that we got to step into for the day.

Atalaya Castle

One of the more unexpected features of the park was Atalaya Castle. Built in the 1930s by Archer and Anna Hyatt Huntington, this Moorish-style winter home sat right in the middle of the preserve. For an additional $2 per person, we explored the grounds and walked through its open courtyards and rooms. It was not a polished, highly curated experience, but for us that was part of the appeal. It added a layer of history that complemented the natural surroundings and made the visit feel more complete.

State Parks vs National Parks

This trip helped clarify something we have been thinking about for a while. National parks tend to offer larger, more iconic landscapes along with more infrastructure and more crowds. State parks, on the other hand, are usually smaller, less expensive, and easier to navigate. They also tend to feel more accessible and less rushed. Another advantage became obvious as we traveled more. There are far more state parks than national parks, and in places like South Carolina, where Congaree is the only national park nearby, they provide more frequent opportunities to get outside and explore.

The Financial Angle

From a financial independence perspective, the value was hard to beat. Ten dollars per person covered entry and the castle and gave us a full day of beach, trails, wildlife, and history. We packed a picnic, so there were no expensive add-ons or pressure to spend more once we were there. The simplicity of the experience kept the cost low.

The Bigger Lesson

This fits a pattern we have been seeing throughout our travels. Smaller zoo experiences often felt more enjoyable than the biggest ones. Eating earlier often provided the same experience at a lower cost. Local recreation options often replaced more expensive memberships. Now we could add state parks to that list. We will continue to visit national parks because they offer something unique and memorable, but places like Huntington Beach reminded us that we did not always need the biggest or most famous destination to have a meaningful experience. Sometimes a quiet trail, a view of the water, some wildlife (and a healthy respect for alligators 🙂  is more than enough.

Your Turn

Have you found places where the simpler option turned out to be just as good or even better than the big-name destination?

Five Nights, Five Marriotts

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Typically when we’re on the road, we stay at low- to mid-range chain hotels. We used to go for the absolute cheapest option. After all, we’re really only there to clean up and sleep before heading to the next destination.  But this is one area where we’ve relaxed a bit. Years of business travel taught me that trying to save a few dollars on a no-name hotel can make the next day miserable if you don’t sleep well. The consistency of a known brand also makes life on the road a lot easier.

On this road trip, I decided to challenge my habits and run a bit of an experiment. Instead of sticking with our usual go-to, we switched it up when possible. It didn’t hurt that Marriott was running a promo where I earned bonus points and elite night credits for each different brand. That meant this cross-country trip turned into five Marriott brands in five consecutive nights.

Same loyalty program. Very different experiences.

AC Hotel – Asheville, NC ($129)

I picked this one for the location and because it’s not a brand I stay at often. AC Hotels lean into a modern, European-inspired aesthetic. Clean design (Katie called it “minimalist”), smaller but efficient rooms, and a focus on shared spaces instead of oversized rooms.

I had some work to do, and the “AC Library” gave me a great space outside the room. We got a $10-per-person welcome credit, which we turned into locally made cookies and popcorn. They also waived the usual $22 parking fee.

A few minor negatives: I’m not a fan of sliding barn doors on bathrooms, and Katie didn’t love the sofa. But the balcony, rain shower, and long bench for suitcase living were all big positives.

Funny story: we scheduled a late checkout so I could return and work after dropping Katie at the Biltmore. When I came back, the overzealous housekeeping crew had already stripped the beds and started cleaning the room. The front desk apologized, gave me some bonus points, and set me up in a media room normally reserved for meetings. It ended up being a better workspace than the room would have been so… win/win 🙂 

Fairfield Inn & Suites – Cherokee, NC ($122)

I’ve stayed at this brand… a lot. Fairfield is one of Marriott’s more affordable options, focused on simplicity and consistency. Clean rooms, free breakfast, and not much else.  It was also the only Marriott option near the park entrance, so it won by default.

The room was clean, and the breakfast was actually better than expected. Eggs that weren’t rubbery, a good selection of Greek yogurt, and real oatmeal with toppings. Not amazing, but solid.

The Wayback (Tribute Portfolio) – Pigeon Forge, TN ($98)

This one caught my attention online. Retro roadside motel vibe, bright colors, lots of social spaces. I was a little skeptical, but it turned out to be a fun property that fit the Pigeon Forge atmosphere perfectly. I don’t love exterior doors, but ours opened into a courtyard overlooking a pool, hot tub, and even an Airstream bar instead of out onto the main road.

The breakfast (a welcome gift) was made-to-order instead of a buffet, which was a nice surprise. A couple of minor issues with the bathroom door and a double charge that was quickly fixed, but overall a fun and unique stay.

SpringHill Suites – Bowling Green, KY ($193)

When traveling with the kids, we used to prioritize all-suite properties like SpringHill. Extra space, separate living areas, and free breakfast made a big difference.

The extra space is not as important when it is just the two of us, especially for a one night stay, but I chose this location because it was only a little more expensive than a brand with smaller rooms and it was located a little more conveniently to our next stop, the Mammoth Cave National Park.

The extra room was nice, but the property wasn’t the cleanest we’ve stayed in. The staff was friendly and responsive, though, and the bar came in handy for grabbing limes for the rest of the trip 🙂

Courtyard – Little Rock, AR ($146)

Courtyard is probably the Marriott brand I’ve stayed at the most when traveling for work. It’s designed for business travelers and sits right in the middle between budget and full-service. It typically features comfortable rooms, flexible workspaces, and an on-site bistro for made-to-order food and drinks instead of a traditional free breakfast.  That all works for me because I don’t typically eat breakfast on work trips, but I do sometimes need the business center options.  And, at the risk of sounding like a grumpy old man… because of their target demographics, at Courtyards it is rare to have kids running around, screaming, or dripping all over the elevator on their way out of the pool like you sometimes see in family focused hotels.

We chose this one for a calm final night on the road.  This property is located downtown, but is super convenient to the highway so we knew that we could duck in, get a nice clean room in a probably quiet hotel, and hit the road again in the morning.  No muss, no fuss. 

Bonus points for the fitness center, which was larger than usual since it’s shared with other businesses. After a long day of driving and exploring Mammoth Cave, I needed it.

Final Totals

Here’s how the numbers shook out:

  • AC Hotel: $129
  • Fairfield: $122
  • Wayback: $98
  • SpringHill Suites: $193
  • Courtyard: $146

Total: $688 for five nights
 Average: ~$138 per night

That’s a little below our $150/night target for this kind of travel.  At each hotel I received welcome gifts ranging from water  bottles and free parking, to $20 credits, to free breakfast.  We also earned roughly 25,000 Marriott points, which is about enough for a free night at a similar-level property.  Because of the promo, I also earned a lot of elite night credits which will help achieve Titanium level (and yet another free night certificate).

On top of that, I paid with my Chase Sapphire Reserve at 4x points, earning about 2,750 Chase points (4x on $688). That’s not life-changing, but those points are transferable and generally considered to be much more valuable than the Marriott points.  it layers on another small layer of value, enough to contribute toward a future flight or hotel stay.

The Bigger Takeaway

Spending five nights across five different brands was a great reminder of how wide the range is within a single hotel chain. Each property served a different purpose, and none of them were “better” in a vacuum. They were just better or worse depending on what we needed that night.

Some nights called for space.  Some called for convenience.  Some called for price.

That’s one of the real advantages of sticking with a larger brand like Marriott. It’s not about always picking the nicest option. It’s about picking the right option for the situation.

Sometimes, the best trip isn’t about consistency. It’s about variety.

Is Smaller Actually Better?

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Although Katie is a big baseball fan and we have been to almost half of the MLB ballparks, over the years, we’ve come to appreciate our trips to see college and minor league baseball more than Major League games for a variety of reasons.  Smaller parks are easier to get in and out of. The atmosphere is more intimate. Teams tend to try harder with fan interaction. And, of course, everything is cheaper.  Not just tickets, but parking, concessions. etc.. It’s just easier to enjoy.

Which got me thinking: Does that same “smaller is better” idea apply to other experiences? Like zoos?

Big Zoos, Big Experiences

We really enjoy zoos. We’ve been longtime members of the Dallas Zoo, and over the years we’ve visited some of the big names like San Diego, Omaha, Washington DC. and they’re really impressive.

Huge exhibits. Global species. Carefully curated experiences. In some cases, they feel closer to theme parks than traditional zoos. But along with that scale come tradeoffs like crowds, commercialization, and higher prices. And, occasionally, the feeling that you’re moving through an attraction instead of experiencing it. Still fun. Just… different.

A Smaller Alternative

This week, we visited the Lowcountry Zoo just outside Myrtle Beach, tucked inside Brookgreen Gardens. It couldn’t have been more different. The entire zoo is maybe eight or ten exhibits, arranged along about a one-mile loop. You can see everything in a couple of hours without rushing. It was a wonderful experience.

Instead of crowds, there was quiet.
Instead of concrete paths and signage everywhere, there were natural trails winding through native vegetation. Instead of exotic animals flown in from around the world, the focus was on local species…animals that actually belong in that environment.

We weren’t fighting for space at exhibits. Or navigating tour groups or schedules. It was just us, the animals, and the sound of the wind moving through the Loblolly pines.  It felt less like visiting an attraction and more like being part of the environment.

Simplicity vs. Spectacle

The smaller zoo didn’t have the scale of San Diego or Omaha.

No rides.  No elephants. No massive habitats. No “must-see” headline exhibits. But it had other things like space, time, and calm. And in a way, that made the experience more memorable. This is something we keep running into during our travels.

Bigger, more complex experiences often come with higher costs that can be calculated not just financially, but also in terms of time, energy, and attention.  Smaller experiences are often cheaper, less crowded, more relaxed, and sometimes just more enjoyable

Of course that doesn’t mean smaller is always better.  It just means simpler is often enough.

The FI Connection

In the financial independence space I hear the phrase “return on hassle” primarily used to talk about investment options, but the idea applies everywhere.

You don’t always need the biggest house, the newest car, or the most expensive vacation Sometimes a smaller, simpler option delivers just as much (or even more) satisfaction at a fraction of the cost. The Lowcountry Zoo wasn’t free, but it was certainly inexpensive compared to major zoos. And more importantly, it didn’t feel like we were sacrificing anything.  That’s the sweet spot.

A Both/And World

To be clear, we’re not giving up on big zoos. Now that the pandas have returned to the San Diego Zoo, I am sure we will make a point to go back at some point. There’s something exciting about the scale, the energy, and even the crowds.

But I’ve come to appreciate that smaller, local places have their own kind of charm with less spectacle and more connection. And sometimes, that’s exactly what you need. Sometimes the biggest upgrade isn’t going bigger, but going simpler.

Your Turn

What about you? Have you found areas in your life where smaller ended up being better? Not just cheaper, but genuinely more enjoyable?

Tax Time!

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I appreciate the classic joke that always circulates this time of year…

Government: “You owe us money. It’s called taxes.”
Me: “Do you know how much I owe?”
Government: “Of course, but you have to figure it out for yourself”
Me: “I’ll just pay what I think is right?”
Government: “Yes, but guess wrong and go to jail.”

Despite the sentiment, I actually think tax season is a useful annual check-in on our finances and our planning.

I just finished filing our taxes for the year. I’m no expert, but I hired professionals for a few years and did our return alongside them. When we consistently came up with the same results, I figured I’d keep doing it myself.

A few takeaways from this year:

Our General Drawdown Strategy

Now that we are “retired,” our income doesn’t just show up on a W-2. We build it intentionally. Our general order:

  1. 1099 consulting income first

 Uncle Sam really does encourage small business. If we bring in, say, $30,000 in 1099 revenue, after legitimate business expenses (unreimbursed travel expenses, software subscriptions, home office, mileage, etc.), that might drop to $22,000–$24,000 of net income.

  1. Fill the rest of the 12% bracket with 457 distributions 

(from my University job.  One of the occasional perks of working in education is having access to the money I invested in this type of account penalty free before 59 1/2)

For 2025, married filing jointly:

  • Standard deduction ≈ $30,000
  • 12% bracket tops out around $94,000 taxable income
  • Which means gross income can be roughly ~$124,000 before hitting the 22% bracket

But we rarely go anywhere near that. This year we targeted closer to $70,000–$75,000 of total MAGI.

Example:

  • $30,000 net 1099 income
  • $40,000 from 457
    = $70,000 total income

After the ~$30,000 standard deduction, only ~$40,000 is taxable and it is almost entirely in the 10% and 12% brackets.  That’s intentional. We are using low brackets now before our pensions start in a few years..

457 vs. Long-Term Capital Gains

We could sell appreciated investments and realize long-term capital gains. This is a common recommendation for early retirees since, for married filing jointly, the 0% capital gains bracket runs up to roughly $94,000 taxable income. With the standard deduction, you can often realize almost $100 thousand in long-term capital gains and pay $0 federal tax.

That’s powerful.  It is also a great example of how the system is skewed towards wealthy stock owners rather than wage earners.  Even the next bracket for LTCG is only taxed at 15% 🙁   But here’s the wrinkle for us, and many others:

ACA subsidies create a “hidden tax bracket.”

ACA subsidies phase out based on Modified Adjusted Gross Income (MAGI) as a percentage of Federal Poverty Level (FPL).

For a household of 3, 2025 FPL is roughly $25,820.

  • 200% FPL ≈ $51,640
  • 250% FPL ≈ $64,550
  • 300% FPL ≈ $77,460

If we let MAGI creep from $64,000 to $78,000, we might:

  • Lose thousands of dollars in premium subsidies
  • Effectively face a marginal rate north of 20–30% when you combine taxes + lost subsidies

That’s the “hidden bracket.” So even though capital gains are taxed at 0%, they still raise MAGI — which can cost us real money.

ACA Subsidies: A Real Planning Tool

One of the most frequent questions we get about retirement is healthcare. We’re currently using the ACA. Even without subsidies, we’re getting a better plan for about the same price we paid as public school teachers in Texas (which tells you how bad public educator plans in Texas are).

This year we deliberately stayed just below a key subsidy threshold. Example:

If our MAGI had been:

  • $64,000 → strong subsidy
  • $72,000 → meaningfully reduced subsidy

That $8,000 difference in income might have cost us $2,000–$3,000 in lost premium assistance.

The biggest wildcard in our planning right now is the return of the ACA “subsidy cliff.” Democratic policies provided “enhancements” so that subsidies gradually phased out as income increased, and even households above 400% of the Federal Poverty Level (FPL) still received some help if premiums exceeded a set percentage of income. Despite the recent shutdown, the Republican party held firm on removing those enhancements so the old rule is back: cross 400% of FPL by even one dollar and subsidies drop to zero. For a household of three in 2025, that line is roughly $103,000 of MAGI. If your income is $102,900, you might receive thousands of dollars in premium assistance. If it’s $103,100, you get nothing and will owe the entire subsidy back at tax time. That creates an extreme marginal “tax” on just a few extra dollars of income, which is why we have to be careful about managing MAGI. It’s not just about income tax brackets anymore; it’s about avoiding a cliff that can turn a small planning mistake into a five-figure swing.

This year was good practice.  Not only was it the last year of enhancements before the cliff returns, but In a few years, when our household drops from 3 to 2 and my pension income starts, those margins will matter even more.

State Taxes: There’s No Free Lunch

At tax filing time, I do have a brief moment of gratitude that we are official residents of Texas and don’t pay a state income tax. When your federal return is finished and there’s no separate state return to file, it does  feel pretty good.  For a moment. Then I remind myself: Texas absolutely gets its revenue.

Even now, in a lower-income early retirement phase, we still pay:

  • Property taxes are often in the 1.8–2.5% range.  On a $300,000 home, that’s $5,400–$7,500 per year.
  • State + local sales tax of 8.25% in the Dallas area, which is among the highest combined sales tax rates in the country.

And unlike an income tax, these are regressive and don’t scale neatly with our earnings.

If our income drops from $120,000 to $60,000, the property tax bill doesn’t get cut in half. The county doesn’t care that I’m strategically harvesting long-term capital gains or staying under an ACA threshold. The appraisal district still wants its check.  And sales taxes? Those are inherently regressive. The family earning $60,000 and the family earning $600,000 both pay 8.25% at the register.

Texas makes a policy choice: tax consumption and property instead of income. That structure can be very attractive during high-earning years. If you’re making $250,000+, avoiding a 5–8% state income tax is meaningful. But in retirement, especially early retirement, the tradeoffs feel different.  There’s no such thing as a tax-free state, only different ways of collecting the bill.

Kids, Tax Credits, and Reality

I’ve been telling our youngest that he’s useless to me now that he has aged out of the Child Tax Credit (which ends at age 17).  Turns out that wasn’t entirely true.

The American Opportunity Tax Credit (AOTC) can be worth up to:

  • $2,500 per year
  • 100% of the first $2,000 in qualified expenses
  • 25% of the next $2,000

If you’re paying tuition, that’s meaningful. So as long as he stays in school and we’re within the income limits, I guess I’ll let him slide 🙂

The Bigger Picture

Unlike some people I talk to, I don’t actually mind taxes.  It’s like a subscription fee for living in a functioning society. Call me crazy, but I like things like roads,public schools, National Parks, libraries, basic social stability, and caring for my fellow man.

Do I think the system is perfect? No.
Do I think rates should probably be higher, especially at the top end of the wealth spectrum? Yes, absolutely.

But while the tax code exists in its current format, staying informed matters.

This year we:

  • Stayed in the 12% bracket
  • Managed ACA subsidies
  • Used business deductions appropriately
  • Leveraged education credits
  • Reduced future tax exposure by drawing down tax-deferred accounts before pension income begins

That’s not “beating the system.” It’s understanding the rules of the system you’re playing in. And when you treat tax season as a strategy session instead of a punishment, it becomes one of the most powerful financial planning tools your family can have.

Overemployed on Purpose

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I was at a conference recently where a speaker talked about being “overemployed.” In his case, he was holding two simultaneous full time W-2 jobs. Both were project-based and largely virtual, and his argument was that as long as he delivered what he was contractually obligated to deliver, the rest of his time was his own.

I don’t disagree. To me, the key distinction is output versus presence. If an employer is getting exactly what they paid for, then what someone does outside of that agreement isn’t really their concern. If work is being neglected, that’s a performance issue. But if expectations are being met, it’s harder to argue there’s something unethical happening.

Katie and I have had our own version of overemployment during our FI journey.

I’ve never held two full-time W-2 jobs at once, but I’ve often combined one full-time position with multiple 1099 roles—some of which approached full-time hours. Peak crazy was during COVID. At one point I was teaching a full-time university role (online), adjuncting at two other universities, and consulting with K-12 schools around the country on their transition to virtual learning. Meanwhile, Katie was working her W-2 job, teaching online, and doing the occasional tutoring gig.

Seven different jobs between the two of us.

It sounds intense (and it was) but it worked… for that season.

Why It Helped

Katie and I have always had a household budget based on our regular jobs, but made a deal early in our relationship that whoever brought in extra income could spend half of it however they wanted…with no questions, no recriminations.  For me that meant paying for graduate degrees and investing more.  For Katie it meant a couple of additional luxuries or bonus travel.  In the end, multiple income streams really accelerated our savings rate. There were years we exceeded 50%. That kind of margin dramatically changes the FI timeline.

Maybe even more importantly, it also made the transition to early retirement gradual instead of abrupt.

We didn’t jump from full speed to zero. We pruned.

  • The adjunct roles that weren’t leading anywhere..
  • The W-2 where you and the new boss didn’t see eye to eye
  • The projects that weren’t fulfilling.
  • The gigs that weren’t profitable enough to justify the effort.

It’s a lot easier to “retire” when you’re walking away from one of several income streams instead of cutting off your only paycheck (link to “Winding down to FIRE post).

There’s also a psychological shift that happens. When no single employer controls all of your income, you feel freer. You’re less afraid to say no. You’re less likely to tolerate work you don’t enjoy. That optionality is powerful.

Right now, I’m still holding onto one last 1099 gig. It’s flexible. It’s interesting and meaningful. It pays well. Maybe next year I’ll satisfy the Retirement Police and drop even that 🙂

But I don’t feel rushed.

A Word of Caution

This only works if it’s intentional. There’s a difference between strategic overemployment and burnout. We’ve had seasons where the calendar was too full. The key is knowing your “why.”

For us, the goal wasn’t to work more forever. It was to create flexibility. Overemployment wasn’t the destination. It was the bridge.  Sometimes the fastest way to freedom isn’t quitting. It’s stacking wisely… and pruning deliberately.

Have you ever held multiple roles at once? Did it feel empowering?  Or exhausting?

The Superpower Behind Our Financial Independence

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I was at a conference recently where a speaker talked about the health benefits of getting outside and walking in nature, enjoying views, spending time near water, etc. The science is pretty clear: time outdoors lowers stress, improves mood, and boosts overall well-being.

But as I listened, I found myself thinking about something slightly different. It made me reflect on how two teachers got to financial independence so early. People often ask me for “the secret,” expecting some kind of financial arcana…a special investment strategy, insider knowledge, clever tax loophole, etc.

True FI people know the reality: Ninety percent of the money formula is simple. Over time, spend less than you earn and invest the difference.

That’s it.

The math isn’t complicated. The hard part is this: How do you spend less than you earn and still live a genuinely happy, fulfilling life?

Our Real Superpower

Katie has a phrase for this. She calls it our “low coolness threshold.” Simply put, we find joy in simple things. We don’t need the newest, most exclusive, or most expensive version of everything to feel like we’re living well.

Take Hawaii, for example. My work frequently takes us there.  It is a place that can drain a bank account quickly if you let it. There are helicopter tours, guided excursions, luxury dinners, private charters… all incredible experiences.

And we’ve done some amazing things there. But most days? We’ll grab snorkel gear and head to a public beach. We’ll pack lunch and have a picnic in a park. We’ll hike, swim, or just sit and watch the sunset.

But we don’t see it as deprivation. We do it because we genuinely enjoy it. That’s the key. It isn’t sacrifice if it’s what you actually prefer.

The Hedonic Treadmill

The ChooseFI community talks a lot about the “hedonic treadmill” or  the idea that as your income rises, your expectations rise with it. What once felt luxurious becomes normal. Then insufficient. Then embarrassing.

You upgrade the car. You upgrade the house. You upgrade the vacations. You upgrade the restaurants.

And suddenly your higher income doesn’t make you wealthier.  It just makes you more committed, more stuck in “the middle class trap.”

That treadmill is expensive. Keeping up with the Joneses isn’t just emotionally draining. It’s financially destructive. Our “low coolness threshold” has quietly protected us from that.

We bought an older starter home and didn’t upgrade. We drove used cars for over a decade. We skipped the flashy experiences in favor of the ones that felt meaningful.

Not because we’re anti-fun, but because we actually like simple.

Nature as a Financial Strategy

Here’s what struck me at that conference:

Stopping to smell the roses isn’t just good for your mental health. It might be the key to financial independence.

If you can train yourself (or discover within yourself) that a sunset is as satisfying as a luxury rooftop bar, you’ve unlocked something powerful. If a beach picnic feels just as good as a $200 dinner, you’ve reduced the cost of happiness. If a morning walk in a park competes with an expensive hobby, your savings rate increases without feeling like a sacrifice.

That’s not frugality for its own sake. That’s alignment.

The Bigger Picture

Financial independence doesn’t require monk-like discipline or joyless living.It requires clarity about what actually makes you happy and then intentionally spending on things that actually impact your happiness.

For us, that clarity has been a superpower. A low coolness threshold. 🙂

The world will always try to sell you a more expensive version of enjoyment. Bigger. Better. VIP access.

But sometimes the most profitable thing you can do is sit outside, breathe deeply, and realize you already have enough.

How Long Did It Take Two Teachers to Retire Early?

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If you’ve ever read the classic Mr. Money Mustache post, The Shockingly Simple Math Behind Early Retirement, you know that the key to retiring early isn’t about your job title or how many zeros are in your paycheck. It’s about how much you spend and how much you can save.  That idea, along with the principles I picked up from podcasts like ChooseFI,  was a game-changer for us.  Before joining the FI community we were saving without any real plan other than the vague concept of having options later in life.

As two public school educators with average salaries and more than a few life detours, we’re not exactly the prototype for early retirement. But here we are… Two teachers who reached financial independence in about 20 years.  Here’s how we did it (without turning our lives into a never-ending death march of deprivation).

It’s Not What You Earn — It’s What You Keep

When we first got serious about financial independence, we were both around 30, starting our second marriages and essentially starting over, financially speaking.

We were also raising two kids, paying for a house, buying reliable cars, earning advanced degrees, and yes — going on vacations. Our life didn’t look “lean” from the outside. But behind the scenes, we were saving 20–30% of our income in most years.  That savings rate, not our salaries, was the real magic.  We figured: if some of our friends were raising families on a single teacher income, surely we could live on 1.75 incomes and still stash some away. 

No Steady March to FI Here

Although I might have, personally, been willing to deprive myself to walk the path to financial independence faster, Katie balanced us out and made sure that we weren’t going to “grind it out” for 10-15 years just to have the vague hope of a better life at the end.  As always, listening to Katie makes things better (OK, I put that in just in case she reads this post).

We weren’t minimalist saints.  We had busy lives, two kids, big expenses (house, cars, advanced degrees, and vacations).  We were intentional, though, making choices (I don’t call them sacrifices) on things we just didn’t value that much.   Some of the things we willingly opted out of included:

  • A fancy home – we never upgraded from our initial “starter” home.  No long commute from the shiny new suburb with the huge houses.
  • Cars – we bought newer used cars and drove them until they died.  No point in having a nice car parked in a high school parking lot 🙂
  • Super expensive kids activities – No taxi parenting or  “travel ball” for us.  Each kid got one regular sport and one other activity at a time. 
  • No luxury vacations – we did road trips and stayed in budget hotels near our vacation spots (until we learned more about travel rewards)

We also took some intentional detours along the way. There were years where one or both of us stepped away from our W-2 jobs.  Sometimes this was for side opportunities, sometimes to escape a toxic campus situation, sometimes just for a break.  Those pauses refueled us, and only slowed the long-term plan slightly.

The Side Hustle Strategy

You don’t have to sell organs or become a TikTok influencer to boost your teacher salary. We took a more grounded approach:

  • On-campus work: summer school, picking up extra classes, coaching, refereeing basketball games, etc.
  • Off-campus work: proctoring SAT and teacher certification exams, tutoring, teaching online, consulting, etc.

Our general rule of thumb on side gigs was simple:

Half of the side income went into the “family pot” — for vacations, kid expenses, or special treats. The other half was ours to spend individually.

That’s how I cash-flowed a doctorate. It’s how Katie built a tutoring side business she genuinely enjoyed (most of the time).  And it’s how we stayed sane while still progressing toward our FI goals on educator salaries.  Not every side hustle paid well, but many brought benefits beyond money: travel opportunities, new friends, professional growth, etc.

What Teaching Gave Us (Besides a Paycheck)

Look, teaching isn’t a high-paying career. We knew that going in. But it gave us something else: schedule flexibility, a deep understanding of systems, and the ability to self-educate.

Those last two? They’re superpowers for anyone chasing financial independence. The problem is that far too many educators don’t use them when it comes to their own lives.  But if you can deconstruct standards, explain algebra to a room of teenagers, or differentiate instruction on the fly… you can understand your 403(b) and plan a savings strategy. And if you can manage a time schedule of teaching, grading, and lesson planning, then you can learn about personal finance and manage your budget too.

The Bottom Line

It took us 20 years, with a few setbacks, some big expenses, and plenty of real life in between but we made it. We hit financial independence as two average-paid teachers with kids, bills, and all the complexity life brings.

The secret? It wasn’t really a secret at all:

  • Learn as you go.  Personal finance is not magic
  • Keep your savings rate as high as you can
  • Spend intentionally on the things that matter to you.
  • Say yes to side income and no to lifestyle creep
  • And remember: early retirement isn’t a finish line.  It’s a launching pad!

Want to know what early retirement actually looks like for us after leaving education? Or why we chose to slow travel instead of putting down roots right away? Stay tuned — we’ve got more stories to share.

Financial Independence Resources

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I was talking with a friend today and realized it’s been a while since I updated my list of resources for teachers who want to learn more about personal finance and financial independence. Interestingly, when I looked at it, the list hasn’t changed much. That’s because the foundational ideas in FI are timeless.  Most of the newer content I’ve been exploring is either relatively niche (like All The Hacks) or so new that, while exciting, I’m not ready to recommend it yet (like Sean Mullaney and Cody Garrett’s new book on Tax Planning for early retirement).

Version 1.0.0

Luckily, for beginners, many of the best ideas are still right where they’ve always been—in a few classic blogs, podcasts, and books.

The Shockingly Simple Math of Early Retirement

If you read only one article on financial independence, make it The Shockingly Simple Math Behind Early Retirement by Mr. Money Mustache. It’s a short but powerful read that shows how your retirement age depends almost entirely on two variables: how much you spend and how much you save. It’s a true “light bulb” piece for many people who suddenly realize how much control they have over their financial future.

The ChooseFI Podcast and Book

The ChooseFI podcast was my personal gateway into financial independence. Brad Barrett and Jonathan Mendonsa built an incredible archive of episodes on saving, investing, travel hacking, and designing a life you don’t need to retire from. If you’re new to the show, start at Episode 100 for a great introduction.

Not a podcast listener? They also wrote a book, ChooseFI: Your Blueprint to Financial Independence, which distills years of content into a structured, easy-to-follow guide.

The Dave Ramsey Approach

If you want something more traditional, Dave Ramsey’s system has helped millions of people pay off debt and build a financial foundation. His “Baby Steps” and “Debt Snowball” approach are simple, actionable, and great for people who need structure or motivation in the early stages of getting organized. I don’t agree with everything Ramsey teaches (his investment advice is a bit outdated and his politics are suspect), but his behavioral approach to debt payoff is effective for a lot of people.

The Simple Path to Wealth

Once you’re out of debt and ready to invest, JL Collins’ The Simple Path to Wealth is the best next step. It’s widely considered the “go-to” investing book in the FI community. Collins’ message is refreshingly simple: live below your means, invest in low-cost index funds, and stay the course. I used to keep extra copies of this book in my office to give to colleagues and to give to new graduates, because it really is that good.

Some Educator Specific Resources

Teachers have some unique financial advantages (and challenges) like pensions, 403(b)s, and the occasional “free lunch” salesman in the faculty lounge. These next few resources focus on that side of the journey:

TL;DR Financial Literacy Series
Educator Karl Fisch and a series of co-authors created short, accessible books tailored to teachers in different states. Each version explains how pensions and retirement systems work locally, and how educators can make the most of them. Obviously I haven’t read all of them, but my friend Ryan Cruz wrote the Texas edition, and I can highly recommend it.

403bwise.org
Retirement planning for teachers can be a minefield.  The 403bwise.org site was founded to help educators make sense of their retirement options and avoid predatory products. It’s packed with articles, calculators, and an active forum where teachers can ask questions. Their “Teach and Retire Rich” podcast is also excellent.

Financially Independent Teachers Podcast
Recently, I’ve been enjoying the Financially Independent Teachers podcast. It’s hosted by two North Carolina teachers who interview educators and personal finance experts about real-life challenges. They’ve also written a book that’s helpful for teachers trying to balance the realities of the classroom with long-term financial goals.

Final Thoughts

The financial independence movement has evolved a lot since I first discovered it, but the core ideas haven’t changed: spend less than you earn, invest wisely, avoid debt, and keep learning. The beauty of these resources is that they meet you wherever you are, whether you’re just getting started or refining your path toward early retirement.

I’d love to hear from you about what resources have shaped your own journey toward financial independence.  What should I add to my list?